Think about the time and energy it takes you to plan your Saturday night. Le stress, am I right? Now think about planning an entire security detail for The Real Housewives of New York‘s vacation in Morocco. Where the hell do you even start? Just ask celebrity protector Kent Moyer.

Everyone knows that the holiday season is one of the most romantic times of the entire year. We blame Love Actually. And now it looks like Christmas came early for famous ladies like Kelly Clarkson, Crystal Harris and Kat Von D as their beaus got them all a pretty sweet gift: An engagement ring! The trio all took to Twitter to give fans a glimpse of their new rocks. American Idol alum Clarkson flashed her bling backstage at VH1 DIVAsafter boyfriend Brandon Blackstock popped the question over the weekend.

Top DJ Deadmau5 took the opposite approach and actually proposed to girlfriend Kat Von D on Twitter this Saturday! The on again off again couple reunited in November after breaking up in September, so we’ll see if the notoriously tempestuous two-some make it to the alter. But we saved our biggest reservations for Crystal Harris, who showed off her second engagement ring from Hugh Hefner last week. Why second, you ask? Because she sold her first one after she left the 86-year-old at the alter last year. Ooof. Good luck, you crazy kids. With all these engagements in the air, we thought it was time for another round of Guess The Celeb Rock. Head on down to the gallery below and test your ring knowledge! Get the answers under the jump.

Carmen Electra’s killer charm and electrifying body has made her a staple in the entertainment world for close to twenty years. The blue-eyed beauty got her start by appearing in minor roles and print ads back in the mid 90s, but it was her role in the television classic Baywatch that launched her into the stratosphere. From there she earned parts on the big screen in movies like American Vampire, Scary Movie, and Starsky & Hutch, and landed on the cover of Playboy an astonishing five times!

But life hasn’t been a total beach for Carmen. Who could forget her tabloid train-wreck of a marriage to Dennis Rodman one drunken weekend in Vegas? And her reality wedding to Jane’s Addiction front-man Dave Navarro didn’t fare much better. Though her love life may have been questionable sometimes, we love her anyway. So to celebrate her 40th (!?) birthday, check out the ageless beauty’s 30 most electrifying looks in the gallery below. Enjoy!

Claire Sinclair, Playboy Playmate of 2011, spoke to E! Online yesterday to share the details of an altercation with now-ex-boyfriend Marston Hefner, Hugh Hefner’s 21-year-old son, that resulted in his arrest on Sunday night. The 20-year-old model said they had just moved into a new apartment in Pasadena, California, and that Marston was stressed out about it, but this wasn’t the first domestic dispute they’d had.

“We got into an argument about something really silly and it kind of escalated and it became violent,” she told E!, adding that he was “unstable” throughout the course of their relationship and inconsistently took his antidepressants. “Initially, he kicked me and I went backwards, I fell. Then he punched me and grabbed me up, and I scratched him to defend myself. It was very shocking.”

She showed the reporter a large bruise on her arm, saying Marston caused it by punching and grabbing her.Read more…

You know when your dog proudly deposits a chewed-up vole in your sneaker thinking he’s giving you a gift, when in reality the sight of it makes you scream, flap your hands around and suppress your gag reflex? On a related note, Hugh Hefner is now bragging about how he pushed for, and got, full nudity in Lindsay Lohan’s Playboy photos. “I think it was essentially mama and the folks around her that kept pushing for less nudity,” Hef told E! News. “And I said, ‘We’re doing a nude pictorial here. We’re going to do it in a very classy way and we’re going to do it in a way in which it will not be forgotten.’” Um, a situation in which Dina Lohan gives her daughter excellent life advice? You better believe we’ll never forget it.

While the Playboy founder acknowledges that he was the brains behind the Marilyn Monroe-inspired shoot (“The pictorial and the conceptâ€¦came from me,” he says), Hef also reveals that he had second thoughts about the photos given Lohan’s tumultuous personal life. “It really came as a surprise to me,” He admits. “I kind of had mixed emotions about it initially. . . I wasn’t quite sure where she was at in her life, obviously. It depends on whether it’s Tuesday or Thursday.” Looks like it was a Tuesday! Or a Thursday? Whichever day makes it less less awful for Hugh Hefner to suggest you take your pants off.

Here’s one diamond that ain’t forever. TMZ is reporting that Crystal Harris is putting the engagement ring given to her by Hugh Hefner up for auction. This of course follows Crystal breaking up with Hef just days before their wedding, criticizing his bedroom skills in the national press, and generally playing hacky sack with the old man’s heart. So pawning off the ring that he let her keep seems pretty predicable now that we think about it. We’ll be the first to admit that Hugh Hefner isn’t exactly a beacon of fidelity and inter-gender respect, but….damn that’s pretty cold. A source says that the ex-Girl Next Door “couldn’t bear to look at the ring anymore because it brought back bad memories.” Luckily the $23,000-$30,000 that the 3.39 carat rock is expected the fetch at auction should buy enough Cristal to keep those unhappy thoughts at bay.

And hey, speaking of tacky things being put up for auction, the junior-sized Pretty Woman outfit from that infamous episode of Toddlers & Tiaras is being put on the block too. That’s right, the actual outfit that four-year-old Paisley Dickey and her mother Wendy used to creep out the nation can be yours! Even though the winning bidder will almost certainly get their name on some sort of watch list, it’s for a good cause. Wendy Dickey reportedly expresses a desire for the proceeds to go towards the Make-A-Wish Foundation. Wanna hear our wish? It’s for stage moms to stop literally dressing their children up as hookers and pimping them out to reality shows. Just sayin’.

Always respect your elders. And if they’re hot, why not date ‘em? That’s what these celebs did! Hollywood has a long and storied of history of the rich and famous dating wayyyy outside of their age range. Even though Demi Moore and Ashton Kutcher are (reportedly) on their way to splitsville, there are still plenty of May-December romances to be found around Tinseltown. Join us as we count down the biggest and craziest celebrity couple age gaps in the gallery below!

Look, if anyone is being interviewed about sleeping with a thousand year-old-man, they should to get the pertinent information out first: who, what, where, why and how did you not barf while you were doing it? After making some less than flattering comments about Hugh Hefner’s sex skills to Howard Stern, Hef’s ex-fiance Crystal Harris apologizedÃ¢â‚¬Â¦at least for making said statements out loud. “The Stern interview scared me, he’s harsh,” the former Playboy model tweeted last night. “I was unprepared and blurted out things I shouldn’t have said, I’m sorry.” Oh, do you think so, Crystal? This is like if someone slept with Golem, then complained that he was awful in the sack. No one cares about his technique, girl; they just want a detailed explanation of why you did it in the first place.

Not that Hugh has been sitting around silently massaging his gums with Polident while Crystal insults his wiener on national radio. “Yes, I think Crystal told Howard Stern what he wanted to hear. That’s her MO with most everyone,” Hef’s Twitter read last night. “I don’t blame Howard. Crystal shouldn’t have been booked on the show at this sensitive time.” Have a heart, girl. At least give the bottle of baby oil time to cool first.

We never thought we’d say this but…we feel bad for Hugh Hefner. Sure, he’s made a fortune out of being the quintessential dirty old man, but hearing about Crystal Harris and Hugh Hefner’s sex life on the radio just seems a cruel prank on someone’s grandpa. “[It lasted] like, two seconds,” Harris told Howard Stern Show on Sirius XM, referring to her former fiance’s bedroom skills. “Then I was just over it. I was like, ‘Ahh.’ I was over it. I just, like, walked away. I’m not turned on by Hef. Sorry.” Crystal, please! Can’t you just quietly decide to be grossed out by the idea of sleeping with Hugh Hefner like the rest of America? We blame you for giving Hugh the moral high ground.

Following Hef and Crystal’s canceled wedding back in June, we had a lot of sympathy for the former Playboy model, but this seems extremely harsh. We shudder to think about what our former fiances would say about our withered old bodies and sub-par sexual prowess. Luckily Hef seems to have cloned himself a new identical blond girlfriend Shera Bechard, who hopefully loves money…we mean, loves Hugh enough to keep those intimate, barf-inducing details private.